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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 583753Generated: October 25, 2026

Hydrochloric Acid → Thiophene-2,5-dicarboxylic acid di-1,3-benzodioxol-5-ylmethyl ester

https://huagongshe.com/reaction/583753

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDichloromethaneHCID 6344—
ReactantCesium carbonateHCID 10796—
Reactant2,5-Thiophenedicarboxylic acidHCID 20273—
Reactant1,3-Benzodioxole, 5-(chloromethyl)-HCID 88713—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductThiophene-2,5-dicarboxylic acid di-1,3-benzodioxol-5-ylmethyl esterHCID 69693184—

Reaction Steps

Cesium carbonate (4.7 g, 14.4 mmol) was added to a stirred solution of 2,5-thiophenedicarboxylic acid in dimethylformamide (35 mL) under an inert atmosphere at room temperature. After 5 minutes, a solution of 3,4-methylenedioxybenzyl chloride in dichloromethane (3.7 mL, 14.3 mmol) was added. After 24 hours the mixture was stirred into water (150 mL) and acidified with dilute aqueous HCl. After several hours, the precipitate was filtered off, rinsed with water, and dried to afford 0.6 g of thiophene-2,5-dicarboxylic acid di-1,3-benzodioxol-5-ylmethyl ester. Recrystallization of a sample from ethanol gave product with a mp 141-148° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06924276B2
Source datasetuspto-grants-2005_08
ORD IDord-e262d475e39c4c9497b1e3db39202161
Source noteuspto-grants-2005_08